INTEQUI   20941
INSTITUTO DE INVESTIGACIONES EN TECNOLOGIA QUIMICA
Unidad Ejecutora - UE
artículos
Título:
ENANTIOSELECTIVE REDUCTION OF PROCHIRAL ARYL KETONES USING A NOVEL CHIRAL AUXILIARY DERIVED FROM A LABDANE DITERPENE
Autor/es:
DIEGO A. CIFUENTE AND CARLOS E. TONN
Revista:
ARKIVOC - ONLINE JOURNAL OF ORGANIC CHEMISTRY
Editorial:
ARKAT USA INC
Referencias:
Año: 2010
ISSN:
1551-7004
Resumen:
A novel chiral 2-methoxy-1,3,2-dioxaborolane derived from 2á,3á-dihydroxycativic acid, a
labdane-type diterpene isolated from aerial parts of Baccharis scandens DC., is reported as a
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
labdane-type diterpene isolated from aerial parts of Baccharis scandens DC., is reported as a
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
labdane-type diterpene isolated from aerial parts of Baccharis scandens DC., is reported as a
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
labdane-type diterpene isolated from aerial parts of Baccharis scandens DC., is reported as a
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
labdane-type diterpene isolated from aerial parts of Baccharis scandens DC., is reported as a
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
á,3á-dihydroxycativic acid, a
labdane-type diterpene isolated from aerial parts of Baccharis scandens DC., is reported as a
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.
Baccharis scandens DC., is reported as a
highly effective chiral auxiliary. This compound has been successfully used in the borane
dimethyl sulfide complex-mediated asymmetric reduction of prochiral aryl ketones at room
temperature. Very good chemical yields (up to 89%) and high enantioselectivities were obtained.